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Search for vacation rental homes in Kailua Kona

Checking Out Kailua Kona for Yourself

Up until now you’ve only seen the name written on fragrant packages of delicious coffee. Or, in a moment of wishful thinking, you have gazed at Hawaii on the map and imagined finding yourself enjoying an ocean breeze in a place as exotic sounding as Kailua Kona. Either way, now is the time to see this paradise with your own eyes…


As you get to know this Big Island locale, you’ll quickly realize why you’ve always had positive associations with it. The friendly vibes, lush scenery and ample amenities that you’ll find today have been pleasing visitors for years – in fact this was once a favorite swimming spot for Hawaiian royalty. Morphing from a quiet fishing village into a quietly buzzing town (it’s the site of the Ironman Triathlon and its oceanside pier makes it a fun place to stroll and people watch).


Traditional vacation activities like tennis, golf, swimming and shopping are all a little more fun in a land of leis and luaus, especially when that land is also outfitted with vacation rentals that aim to make you feel as if you truly belong. With your own patio, pool and kitchen as well as a view of the beach and easy access to all the highlights of the isle (Volcano National Park, Captain Cook’s Monument, Hilo Town and more) you’ll be sitting pretty and happy that you made the right choice.


Leave the kids at home and make it an escape of sorts (bring your best girlfriend or your significant other, whoever you feel like bestowing your company upon), finally letting this destination move from the land of myth to reality.

  1. 2BR/1BA Quiet Tropical Getaway — Property 209638

    Vacation House rental in Kailua Kona area
    • House
    • 2 bedrooms , sleeps 4
    • 1 bathroom
    • near the ocean
    • balcony
    Rates (shown in USD)
    $875 - $1050 per property per week
  2. Hale O Pu'a Lani — Property 219035

    Vacation Apartment rental in Kailua Kona area
    • Apartment
    • 2 bedrooms , sleeps 5
    • 1 bathroom
    • beach
    • balcony
    Rates (shown in USD)
    $693 - $1050 per property per week
  3. Kozy in Kona — Property 233770

    Vacation House rental in Kailua Kona area
    • House
    • 2 bedrooms , sleeps 6
    • 1 bathroom
    • near the ocean
    • tennis court
    Rates (shown in USD)
    $700 per property per week
  4. Gorgeous Tropical Retreat Condominium — Property 165422

    Vacation Condo rental in Kailua Kona area
    • Condo
    • 2 bedrooms , sleeps 4
    • 1 bathroom
    • beach, resort
    • pool
    Rates (shown in USD)
    $770 per property per week
  5. Kona Country Road
    900 ~SF~ 2 Bedroom with Full Kitchen & Private Lanai & Entry — Property 184438

    Vacation Apartment rental in Kailua Kona area
    • Apartment
    • 2 bedrooms , sleeps 7
    • 1 bathroom
    • mountain, near the ocean
    • garden
    Rates (shown in USD)
  6. Oceanfront Kona Shores 2BR/1BA Condo Gorgeous Views & Sunsets — Property 144904

    Vacation Condo rental in Kailua Kona area
    • Condo
    • 2 bedrooms , sleeps 6
    • 1 bathroom
    • downtown, waterfront
    • garden
    Rates (shown in USD)
    $599 per property per week

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